A large brick house with a green roof, surrounded by lush gardens and trees.

Sherwood Hotels with Swimming Pool

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Check availability on Sherwood Hotels with Swimming Pools

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Our top choices for Sherwood hotels with a pool

A swimming pool with multiple people swimming and lounging around.

1. Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (401 reviews)
  • cleanliness
    Seaside swimming haven at marina hotel offers poolside relaxation and boat adventures.
The price is RM531
RM585 total
includes taxes & fees
1 Nov - 2 Nov
Knapps Narrows Marina & Inn
A swimming pool with a wooden deck, lounge chairs, and a fenced area.

2. The Tilghman Island Inn

The Tilghman Island Inn
3.5 star property
Tilghman
9.4 out of 10, Exceptional, (171 reviews)
  • cleanliness
    Seasonal waterfront escape with outdoor pool, bicycle rentals, and private island charm.
The price is RM715
RM786 total
includes taxes & fees
28 Oct - 29 Oct
The Tilghman Island Inn
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and trees.

3. Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
9.0 out of 10, Wonderful, (122 reviews)
  • cleanliness
    Riverside relaxation awaits with a seasonal outdoor pool, private beach, and sauna.
The price is RM1,066
RM1,377 total
includes taxes & fees
28 Oct - 29 Oct
Wylder Tilghman Island
A rectangular swimming pool with a white edge, a covered patio area with outdoor furniture, and a flagpole with two flags.

4. St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.0 out of 10, Very good, (1,000 reviews)
  • cleanliness
    Seasonal outdoor pool retreat with plush loungers makes summer days in St. Michaels extra delightful.
The price is RM327
RM360 total
includes taxes & fees
1 Nov - 2 Nov
St Michaels Inn
A swimming pool with white lounge chairs and blue umbrellas, surrounded by trees.

5. Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (407 reviews)
  • cleanliness
    Splash into blissful leisure at this waterfront pool paradise with golf, tennis, and spa.
The price is RM1,980
RM2,179 total
includes taxes & fees
11 Nov - 12 Nov
Inn at Perry Cabin
A two-story house with a swimming pool, outdoor seating, and a covered patio area.

6. George Brooks House B&B

George Brooks House B&B
3.0 star property
St. Michaels
8.8 out of 10, Excellent, (78 reviews)
  • cleanliness
    Splash into Victorian charm at this B&B's outdoor pool, where sun-drenched relaxation meets historic elegance.
The price is RM732
RM805 total
includes taxes & fees
28 Oct - 29 Oct
George Brooks House B&B
A Victorian-style building with a prominent tower, a porch with outdoor seating, and a sign indicating it is a bed and breakfast.

7. Parsonage Inn

Parsonage Inn
3.5 star property
Downtown St. Michaels
9.2 out of 10, Wonderful, (138 reviews)
  • cleanliness
    Splash into luxury at this B&B near St. Michaels Winery, with access to a nearby pool for sun-soaked afternoons.
The price is RM1,021
RM1,124 total
includes taxes & fees
2 Nov - 3 Nov
Parsonage Inn
An indoor swimming pool with lounge chairs and a no diving sign.

8. Holiday Inn Express Easton by IHG

Holiday Inn Express Easton by IHG
3.0 star property
Easton
9.0 out of 10, Wonderful, (638 reviews)
  • cleanliness
    Splashy indoor pool retreat creates a refreshing escape in the heart of Easton.
The price is RM609
RM670 total
includes taxes & fees
29 Oct - 30 Oct
Holiday Inn Express Easton by IHG
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a large island with stools.

9. The Oaks Waterfront

The Oaks Waterfront
4.0 star property
Easton
10.0 out of 10, Exceptional, (44 reviews)
  • cleanliness
    Scenic waterfront pool creates a summer paradise with views and easy water access.
The price is RM1,798
RM1,978 total
includes taxes & fees
31 Oct - 1 Nov
The Oaks Waterfront
A pool area with lounge chairs, a pool, and large windows offering a view of the sunset.

10. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.4 out of 10, Exceptional, (847 reviews)
  • cleanliness
    Scenic waters beckon at this island escape with a relaxing indoor pool and waterfront deck for breathtaking sunset views.
The price is RM568
RM631 total
includes taxes & fees
24 Nov - 25 Nov
Hyatt Place Kent Narrows & Marina
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Choose what matters most at hotels with a pool in Sherwood

Breakfast included
4 stars

Top Sherwood Hotel Reviews

Baymont by Wyndham Easton

Baymont by Wyndham Easton

8/10 Good
"Hotel is very run down but is in the process of renovation. Rooms are in need of paint and bathrooms need grout cleaning. Refrigerator only had 3 legs! No safety rail in shower. Door to bathroom very tight and fittiing is wrong. Dining area for breakfast was renovated and very nice."
Lawrence 1-night trip
Posted 14 hours ago
Baymont by Wyndham Easton

Frequently asked questions

What are some accommodation options with pools in Sherwood?
Knapps Narrows Marina & Inn: Hotel, 14-minute walk from Chesapeake Bay. Features daily, a seasonal outdoor pool and free self parking. DoubleTree by Hilton Hotel Annapolis: Hotel located near U.S. Naval Academy. Features free self parking, an indoor pool and complimentary wireless Internet access. Historic Inns of Annapolis: Hotel, 1-minute walk from Chesapeake Bay. Features a seasonal outdoor pool, an indoor pool and 2 restaurants. Crowne Plaza Annapolis by IHG: Offers daily, a seasonal outdoor pool and free self parking. Graduate by Hilton Annapolis: Features buffet, a seasonal outdoor pool and complimentary wireless Internet access.
What is there to see and do in Sherwood?
The picturesque setting of Goat Island showcases the area's natural beauty. Discover sights such as Knapp's Narrows Marina & Inn during your stay.
When is the best time to book a hotel with a pool in Sherwood?
You may want to think about a place to stay with an outdoor swimming pool if you're planning to visit Sherwood in the warmest months of July, August or June, when the average temperature is 24°C. Accommodation offering an indoor pool may be the way to go if you are visiting during the coldest months of January, February or December, when the average temperature is 5°C.

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